Tree lighting at 7 PM. Make a donation to Presents in Paradise and add an ornament to the tree! Wear your Ugly Christmas Sweater for a chance to win great prizes! Proceeds donated to Presents in Paradise. Where: Havana Jacks, 401 E Ocean Dr., Key Colony Beach Contact: 305-743-4849

Chi Sigma Sorority will be hosting our annual Bike*Walk*Ride through historic Islamorada. Raffles, Bike Stops, Donors. Register online for a $25 entry fee which includes beer tasters, stockings and stuffers, door prize tickets and appetizers along the way. Proceeds help local Keys’ families in need. Where: Islamorada Brewery & Distillery, 82229 Overseas Highway, Islamorada Contact: […]

Charming holiday spirit abounds in this annual parade in the southernmost city in the continental U.S. Local flavor prevails with marching bands, school groups, motorized and non-motorized floats and lively community participation. The parade kicks off at 7 p.m. at Truman Avenue and White Street beside Bayview Park. Seeing Santa is a highlight for kids. […]

Shop a curated outdoor market offering fine crafts and art from talented Florida Keys makers, wide variety of food & libations, local musicians & authors and breathtaking ocean views as we celebrate 10 years of the Key West Artisan Market with old and new friends. Also supporting Friends of the Aids Memorial which is located […]

The Florida Keys History & Discovery Center lecture series "Smuggling in the Florida Keys" Part IV, the final panel in the series, consists of State Prosecutor Allison DeFoor speaking on what it took to convict those who were involved in Smuggling in the Florida Keys, along with Richard "Dickie" Lynn, who served over 30 years […]

Meditate and relax under the glow of the full moon and the twinkling stars at Postcard Inn, Islamorada. Zenfully Aware Yoga, the Islamorada Resort Collection, and Coral Restoration FoundationTM are bringing you on an adventure – a yoga practice centered around how the full moon affects the coral reefs and the spawning and growth of […]

Free Disposal for Islamorada Residents. The household hazardous waste days are provided for Islamorada's residential solid waste customers. Commercial customers must contact Waste Management to arrange for proper disposal of hazardous materials. Where: Founders Park, 87000 Overseas Highway, Islamorada Contact: Waste Management, 305-853-3433 or IslamoradaFL@wm.com

It's time to light up your bikes and golf carts to grant Christmas Wishes! Where: Tropical Realty, 102901 Overseas Highway, Key Largo Contact: 305-431-1423

Join the Florida Keys SPCA at the Higgs Beach Dog Park for a family-friendly, fun-filled day of live music, local vendors at the Holiday Bazaar and the crowning of the 2022 Royal Court. Enjoy pictures with Santa, sloppy kisses at the Kiss A Bull booth, fun raffles and a dog parade where all pups are […]

“Joy to the World” with a free, outdoor concert from Keys Community Concert Band at Founders Park (mm 87, bayside). Bring a blanket or lawn chair and pack a picnic basket for a family-friendly concert of Holiday music, sing-along and a visit from Santa. Special guests: Burton Handbell Ringers. Where: Founders Park, 87000 Overseas Highway, […]

The Animal Farm is open, free of charge, the second and fourth Sunday of each month from 1 to 3 p.m. Groups may tour by appointment. Also, please visit the Farm's Facebook page for more information: Facebook.com/KeysAnimalFarm/ Where: Monroe County Sheriff's Office Stock Island Detention Center, 5501 College Rd., Key West Contact: 305-293-7300 or email […]